4 Bedroom homes for sale & real estate in Guilford, CT

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Welcome to 22 Briarwood Dr, a well maintained 4BR, 2.5BA home blending classic character with updates. The star of the property is the spectacular, ultra-private backyard sanctuary situated on 1.52 park-like acres. It features a sparkling heated salt water in-ground pool with a new salt system, new filter, new heater, and new custom safety cover, all framed by mature trees, a brick paver patio, and a fully fenced, level lawn. Step inside to a bright slate foyer. The updated kitchen is a chef's delight, boasting crisp white cabinetry, subway tile, a dining area, new LVP flooring and brand-new stainless-steel appliances (2025). The main level also offers a spacious living room flowing into a

$649,900

4 beds2.5 baths1,988 sq ft

22 Briarwood Dr, Guilford, CT 06437

Updated kitchen • Fresh exterior paint • New roof

FLOOR PLAN

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Walk to the Guilford Town Green and marina from this beautifully renovated Colonial, where nearly every surface has been thoughtfully updated and the hard work is already done! Set in a neighborhood with underground utilities, this home pairs classic Shoreline charm with the modern comfort today's homeowners are searching for. The showstopping 2024 kitchen is made for gathering: crisp white shaker cabinetry, an oversized island with seating, rich blue tile backsplash, pot filler, skylight and stainless appliances including a dual-fuel range. An opened foyer and gleaming oak hardwood (2024) create a bright, easy flow through the dining area, living room and family room, where custom built-in

$799,000

4 beds2.5 baths2,918 sq ft

20 Michelle Ln, Guilford, CT 06437

Fresh paint • Natural gas heat • New hardwood floors

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
A once in a lifetime opportunity to own a piece of Connecticut Shoreline history. The Black House was built in 1761 by Levi Hubbard. It was later sold to Nicholas Loyselle, of French decent, who painted it black in mourning of Louis XVI's passing. Thus, it was dubbed, The Black House. Located in historical Guilford just a few blocks from the town Green and centrally located to schools, train station, Jacobs Beach, shopping, public bus and so much more. The home was lovingly renovated & restored in 1985 and several additional improvements since then that included in 2000 a renovated Kitchen & garage addition with bonus room. Renovated bathrooms in 2007, and in 2010 remodeled atti

$1,175,000

4 beds3.5 baths3,637 sq ft

321 Boston St, Guilford, CT 06437

Renovated bathrooms • Remodeled attic • Renovated kitchen

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard. The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with new skylights and carpeting provides flexible space for a home office, playroom, or guest retreat, while the finished lower level includes a media room, laundry area, and abundant storage. Enjoy your own backyard oasis with an in-ground pool, expansive lawn, and exceptional privacy. Major updates inc

$699,000

4 beds2.5 baths2,793 sq ft

70 Stepstone Hill Rd, Guilford, CT 06437

In ground pool • Media room • New roof

FLOOR PLAN

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Spectacular California Contemporary nestled in a private, picturesque setting in Guilford's desirable Fence Rock Association. Offering 5,114 square feet of above-grade living space, this distinctive four-bedroom residence showcases dramatic vaulted ceilings, skylights, expansive windows, and an open, light-filled floor plan. The impressive chef's kitchen features custom maple cabinetry, newly installed granite countertops, a center island, breakfast bar, oversized Sub-Zero refrigerator, Bosch double ovens and dishwasher, and JennAir cooktop. Beautifully designed living spaces include a dramatic living room with a two-sided stone fireplace, two inviting solariums (sunrooms), one with heated

$1,295,000

4 beds4 baths5,979 sq ft

460 White Birch Dr, Guilford, CT 06437

Separate music room • Chef's kitchen • Finished lower level

Property at 1961 Route 80, Guilford, CT 06437, 4 beds, 2.5 baths

$798,888

4 beds2.5 baths2,320 sq ft

1961 Route 80, Guilford, CT 06437

Property at 3198 Durham Rd, Guilford, CT 06437, 4 beds, 2 baths

$379,900

4 beds2 baths1,148 sq ft

3198 Durham Rd, Guilford, CT 06437

Property at 345 Vineyard Point Rd, Guilford, CT 06437, 4 beds, 7 baths

$5,750,000

4 beds7 baths8,070 sq ft

345 Vineyard Point Rd, Guilford, CT 06437

Property at 811 Lake Dr, Guilford, CT 06437, 4 beds, 2.5 baths

$750,000

4 beds2.5 baths2,361 sq ft

811 Lake Dr, Guilford, CT 06437

Property at 45 Deerfield Dr, Guilford, CT 06437, 4 beds, 3.5 baths

$1,100,000

4 beds3.5 baths3,616 sq ft

45 Deerfield Dr, Guilford, CT 06437

Property at 9 Inwood Dr, Guilford, CT 06437, 4 beds, 3.5 baths

$1,120,000

4 beds3.5 baths3,774 sq ft

9 Inwood Dr, Guilford, CT 06437

Property at 76 Sachem Head Rd, Guilford, CT 06437, 4 beds, 4.5 baths

$2,650,000

4 beds4.5 baths5,620 sq ft

76 Sachem Head Rd, Guilford, CT 06437

Property at 51 Wimler Ln, Guilford, CT 06437, 4 beds, 3.5 baths

$1,790,000

4 beds3.5 baths2,762 sq ft

51 Wimler Ln, Guilford, CT 06437

Property at 147 Boston St, Guilford, CT 06437, 4 beds, 3 baths

$1,349,000

4 beds3 baths2,966 sq ft

147 Boston St, Guilford, CT 06437

Property at 51 Pearl St, Guilford, CT 06437, 4 beds, 4 baths

$1,075,000

4 beds4 baths2,392 sq ft

51 Pearl St, Guilford, CT 06437

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Experience the charm of this custom-built log home, where the warmth of rustic living meets the comfort of your own private mountain retreat. Step onto the inviting covered wraparound porch, the perfect place to relax, unwind, and enjoy the peaceful surroundings after a busy day. This exceptional home is filled with distinctive features and thoughtful craftsmanship throughout. Highlights include energy-efficient geothermal radiant heating, solar panels, a breathtaking two-story fireplace, beautifully finished concrete floors, and a charming copper kitchen sink. French doors lead to a private patio, creating a wonderful connection between indoor and outdoor living. The primary bedroom featur

$695,900

4 beds2 baths2,400 sq ft

204 Old Blue Hills Rd, Durham, CT 06422

Two-story fireplace • Solar panels • Copper kitchen sink

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Great residential location in North Branford. Freshly painted. Newly refinished hardwood floors. Brand new kitchen and baths. Nice size lot and a 2 car garage. Ready for you to move right in !!! Call today before it is gone . ..

$525,000

4 beds1.5 baths1,986 sq ft

67 Bailey Dr, North Branford, CT 06471

Nice size lot • Brand new baths • Brand new kitchen

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Experience the best of coastal living in this distinctive property, featuring a beautifully renovated main residence, an income-producing in-law residence, and generous grounds in one of Connecticut's most desirable shoreline communities. Set toward the rear of the . 76-acre parcel, comfortably removed from Boston Post Road, the main home enjoys an attractive setting surrounded by lush greenery and magnificent mature trees. The expansive grounds provide a beautiful backdrop for outdoor entertaining, gardening, or simply relaxing in the natural surroundings. Extensively renovated throughout, the main residence combines contemporary style with everyday comfort and convenience. Enjoy a beautif

$549,900

4 beds2 baths1,728 sq ft

252 Boston Post Rd, Madison, CT 06443

Updated bath • Generous grounds • New flooring

3D & VIDEO TOUR

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Take a 3D Tour OR Enjoy a Video Walkthrough 24/7! Move right into this charming 4 BR, 2 Bath Madison farmhouse offering 1,956 SF of living space on a nearly 1-acre, level lot backing to protected land trust open space! Built in 1940 with a spacious 1980 addition, this home combines classic character with thoughtful updates, including the convenience of a first-floor primary BR. Three additional BRs upstairs provide flexibility for guests, hobbies or work-from-home needs. Beautiful hardwood floors, a welcoming Living Room with stone fireplace & sunny bay window, a bright, spacious Kitchen with breakfast bar, formal Dining Room, home Office & an expansive Rec Room with direct acce

$695,000

4 beds2 baths1,956 sq ft

67 Nortontown Rd, Madison, CT 06443

New furnace • Expansive rear deck • New roof

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Pride of ownership shines throughout this beautifully maintained four-bedroom ranch! Generously sized rooms offer comfortable spaces for everyday living and entertaining. A large front bay window fills the living room with natural light, while the separate dining room and spacious eat-in kitchen provide plenty of room to gather. Step outside onto the brand-new deck, built in 2026, and enjoy outdoor dining or relaxing. During their years of ownership, the sellers have made numerous improvements, including updated windows and doors, a replacement septic system and leaching field, and the addition of a generator. A wonderful opportunity to enjoy a thoughtfully improved home with room to make i

$515,000

4 beds1.5 baths1,890 sq ft

201 Emanuel Church Rd, Killingworth, CT 06419

Updated windows • New deck • Front bay window

ABOUT THIS HOME
4 Bedroom Homes for Sale in Guilford, CT
Welcome home to a ranch that's just as sweet inside as it looks from the curb! Set on a beautifully landscaped rise with a wide-open backyard ready for morning coffee, summer barbecues, and letting the kids run, this one-level home feels welcoming from the moment you walk in. To the left, the spacious living room is centered around a charming fireplace, ready for a new flue or an easy gas conversion. The kitchen has painted cabinets, new flooring, and a brand-new refrigerator and stove, and opens to a huge second living space with a door straight out to the backyard. A bonus room with a window and closet makes a great office or playroom, and down the hall, the bedrooms and bathrooms shine w

$459,900

4 beds2 baths1,872 sq ft

11 Walnut Ln, Northford, CT 06472

Full basement • Wide-open backyard • 0.46 acre lot

Property at 29 Casa Ln, Durham, CT 06422, 4 beds, 3.5 baths

$999,000

4 beds3.5 baths4,490 sq ft

29 Casa Ln, Durham, CT 06422

Property at 3 Little Hollow Rd, Madison, CT 06443, 4 beds, 2.5 baths

$795,000

4 beds2.5 baths2,572 sq ft

3 Little Hollow Rd, Madison, CT 06443

Property at 420 Summer Hill Rd, Madison, CT 06443, 4 beds, 2.5 baths

$1,295,000

4 beds2.5 baths4,022 sq ft

420 Summer Hill Rd, Madison, CT 06443

Property at 137 Parmelee Hill Rd, Durham, CT 06422, 4 beds, 2 baths

$344,900

4 beds2 baths2,479 sq ft

137 Parmelee Hill Rd, Durham, CT 06422

Property at 2125 Durham Rd, Madison, CT 06443, 4 beds, 3.5 baths

$749,900

4 beds3.5 baths3,056 sq ft

2125 Durham Rd, Madison, CT 06443

Property at 262 Mungertown Rd, Madison, CT 06443, 4 beds, 3.5 baths

$1,750,000

4 beds3.5 baths2,913 sq ft

262 Mungertown Rd, Madison, CT 06443

Property at 24 Indigo Trl, Madison, CT 06443, 4 beds, 4.5 baths

$2,550,000

4 beds4.5 baths6,194 sq ft

24 Indigo Trl, Madison, CT 06443

Property at 00 Potato Is, Branford, CT 06405, 4 beds, 3.5 baths

$3,890,000

4 beds3.5 baths3,871 sq ft

00 Potato Is, Branford, CT 06405

Property at 23 Sheep Pasture Rd, Madison, CT 06443, 4 beds, 5.5 baths

$2,215,000

4 beds5.5 baths4,700 sq ft

23 Sheep Pasture Rd, Madison, CT 06443

4 Bedroom Homes for Sale in Guilford

There are currently 15 4 bedroom homes in Guilford. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Guilford stay on the market for 52 days and receive 5 offers. This map is refreshed with the newest listings in Guilford every 15 minutes.

In the past month, 20 homes have been sold in Guilford. In addition to houses in Guilford, there were also 24 condos, 0 townhouses, and 1 multi-family unit for sale in Guilford last month. Find your dream home in Guilford using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Guilford are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Guilford. If you're looking to sell your home in the Guilford area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Guilford with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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